Sales Executive (Director) – Enterprise AI & Data Services
Context66 · a Patni enterprise | Remote --- U.S. East Coast or Midwest | Full-time
Help enterprises close the gap between AI ambition and AI advantage. You'll sell the missing foundation behind production AI --- trusted data, shared business meaning, and governed context --- to senior buyers who are tired of stalled pilots and want measurable outcomes.
About Context66
Context66 is a data-first, AI-native company --- the intelligence layer between raw data and AI-powered outcomes. We engineer the enterprise context layer that makes AI reliable, explainable, secure, and scalable. Backed by the Patni Group, pioneers of the Indian IT industry.
The Opportunity
Most organizations can build AI pilots; far fewer can scale AI into production with trust and provable ROI. That gap is our market --- and it is wide open. As Sales Executive (Director), you'll own enterprise relationships end to end across Retail, Manufacturing, and Healthcare.
What You'll Do
- Own the full sales cycle --- prospecting through close --- for enterprise data and AI transformation engagements.
- Lead consultative, persona-based conversations with CEOs, CIOs/CTOs, CDOs, CFOs, CISOs, and COOs.
- Run the land-and-expand motion: open with an AI Readiness Assessment, prove value fast, grow into multi-workstream programs.
- Build and manage pipeline across Retail, Manufacturing, and Healthcare.
- Quarterback the deal team: shape proposals, SOWs, and RFP responses with solution architects and delivery leads.
- Sell outcomes --- ROI, spend reduction, margin, time-to-insight, hallucination rate.
- Feed buyer intel back into GTM positioning and partner ecosystem strategy.
What You'll Be Selling
- Data Foundation: governance, quality, lineage, access controls, reusable data products.
- AI & Intelligent Systems: production-grade AI, agents, evaluation, observability, responsible-AI guardrails.
- Enterprise Architecture: living, executable architecture that drives modernization and cost reduction.
- Ontologies as a Service: domain ontologies via Onto66 for AI that reasons over real enterprise meaning.
- Advisory Consulting: AI-enabled playbooks to recover stalled programs and deliver ROI.
- AI Governance: trusted data, controls, lineage, and observability that scale safely.
What You Bring (Required)
- 10+ years enterprise B2B sales at Director or senior IC level --- data, analytics, cloud, AI, or tech consulting / SI.
- Proven quota performance: $5M--$10M+ annual bookings quota met or exceeded; pipeline in excess of $50M.
- Deep industry knowledge in at least 2 of: Retail, Manufacturing, or Healthcare.
- Consultative selling DNA --- lead with customer problems, build executive trust.
- Working fluency in data platforms, governance, semantic layers, knowledge graphs / RAG, and agents.
- Operator's mindset --- customer-first, high ownership, comfortable in a fast-moving small team.
- Based on the U.S. East Coast or Midwest.
Nice to Have
- Established executive relationships in Retail, Manufacturing, or Healthcare you can activate from day one.
- Experience selling alongside hyperscaler or platform partners.
- Background blending consulting / pre-sales with a closing role.
- Familiarity with FinOps / cost-takeout and governance / compliance-driven buying.
What Success Looks Like
- 4--6× Return on AI investment
- 35--60% Tech & cloud spend reduction
- 15--20% Operating margin improvement
- 4×+ More AI solutions shipped to production
- 40--90% Faster time to insight
- <2% Production agent hallucination rate
Why Context66
- Frontier work, real market --- enterprise AI is moving from pilots to operating capability now.
- Sell something genuinely different --- defensible, outcome-anchored, with proof points executives care about.
- Small team, big backing --- startup speed with Patni Group credibility and reach.
- Grow fast --- high accountability, high learning, direct line of sight to founders.
📩 Apply with a short note on a deal you're proud of and the outcome you drove.
Context66 is a Patni enterprise and an equal-opportunity employer.